Salary
💰 $100,000 - $115,000 per year
About the role
- The Sales Training Specialist is responsible for designing and delivering training programs for our sales team, from onboarding and new hire training to ongoing educational programs.
- This is a Chicago-based hybrid role that supports an outside sales team, typically requires 2-3 days per week in the office, the monthly facilitation of a 5-day Sales Academy in Chicago, and travel within the US for field insights and field-based training.
- This role develops, delivers, and measures the success of training programs that includes but is not limited to Salesforce CRM training, field-based coaching with regional teams, learning path development, and administration of learning tools or platforms to support scalable, high-impact learning experiences.
- You’ll deliver transformative learning experiences that energize our sales force and fuel business growth.
- Own new hire training for outside sales employees end-to-end, including the 5-day in-person Sales Academy program, pre- and post- Academy learning sessions and follow-up that blend remote training, hands-on learning and peer collaboration to build confidence and capability from day one
- Act as a trusted advisor to new hires, helping them navigate challenges and celebrate milestones
- Continuously evolve the new hire onboarding process to reflect sales strategies, changing market dynamics and learner needs
- Deliver ongoing coaching and targeted training to reinforce key skills and drive measurable performance improvements; lead refresher courses to drive behavior change and reinforce techniques
- Serve as an administrator for learning tools, such as learning management system and game-based learning platform, managing course assignments and using data to spotlight learning trends, optimize training impact and fuel continuous improvement
- Deliver comprehensive Salesforce training, ensuring sales can effectively navigate and utilize the platform for lead management, pipeline tracking and reporting
- Spend time in the field observing salespeople during prospecting, customer meetings, and live pitches to identify real-world insights into effective strategies and tactics that can be incorporated into future training; adjust training delivery to the unique needs of outside sales dynamics
- Lead training sessions such as workshops, role-plays, and classes either onsite or in the field, focusing on essential sales skills, product knowledge, and closing techniques
- Measure success, adoption, and/or satisfaction of sales training efforts, identify trends, and partner with the Director, Learning & Development, sales leadership, and other internal partners to share key insights and adjust as appropriate
Requirements
- 5+ years of directly related experience in sales and/or training with at least 3 years delivering sales training programs
- Bachelor's degree in business, marketing, human resources, or related field; or equivalent combination of experience and education
- Experience working directly with sales teams and a demonstrated ability to coach and train other salespeople to high levels of success
- Experience with LMS and other learning tools
- Experience in the restaurant, hospitality, technology, financial services, or marketing industry a plus
- Understanding of sales process and methodology with demonstrated ability to translate into sales results
- Strong project management and organizational skills
- Skilled at building relationships with cross-functional teams and influencing without authority
- Ability to travel with in the US to deliver in-field group or individual training sessions and conduct ride-alongs
- Experience managing content, users, and reporting in a learning management system or other learning tools
- Working knowledge of Salesforce CRM or similar, including reporting, dashboards, and pipeline management; experience training others on the platform
- Proven ability to design, deliver, and evaluate high-impact training programs for outside sales professionals
- Exceptional communication and facilitation skills, both in-person and virtually, with the ability to engage diverse learner groups
- Demonstrated success with collaborating with subject matter experts to ensure content accuracy and relevance